AR032622A1 - COMPOUNDS OF 4-AMINO-AZEPAN-3-ONA, PHARMACEUTICAL COMPOSITIONS THAT INCLUDE THEM, USEFUL INTERMEDIARIES IN THE SYNTHESIS OF SUCH COMPOUNDS, PROCEDURE FOR THE SYNTHESIS OF SUCH COMPOUNDS, AND USE OF SUCH COMPOUNDS IN THE MANUFACTURE OF MEDICINES - Google Patents

COMPOUNDS OF 4-AMINO-AZEPAN-3-ONA, PHARMACEUTICAL COMPOSITIONS THAT INCLUDE THEM, USEFUL INTERMEDIARIES IN THE SYNTHESIS OF SUCH COMPOUNDS, PROCEDURE FOR THE SYNTHESIS OF SUCH COMPOUNDS, AND USE OF SUCH COMPOUNDS IN THE MANUFACTURE OF MEDICINES

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Publication number
AR032622A1
AR032622A1 ARP010102840A ARP010102840A AR032622A1 AR 032622 A1 AR032622 A1 AR 032622A1 AR P010102840 A ARP010102840 A AR P010102840A AR P010102840 A ARP010102840 A AR P010102840A AR 032622 A1 AR032622 A1 AR 032622A1
Authority
AR
Argentina
Prior art keywords
compounds
alkyl
synthesis
het
azepan
Prior art date
Application number
ARP010102840A
Other languages
Spanish (es)
Original Assignee
Smithkline Beecham Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Smithkline Beecham Corp filed Critical Smithkline Beecham Corp
Publication of AR032622A1 publication Critical patent/AR032622A1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/04—Drugs for skeletal disorders for non-specific disorders of the connective tissue
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • A61P33/06—Antimalarials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • A61P33/08—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis for Pneumocystis carinii
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/10—Anthelmintics
    • A61P33/12—Schistosomicides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/04—Antineoplastic agents specific for metastasis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D223/06—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D223/12—Nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

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  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Rheumatology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Pain & Pain Management (AREA)
  • Biomedical Technology (AREA)
  • Immunology (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Epoxy Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Compuestos de 4-amino-azepan-3-ona y sales, hidratos y solvatos farmacéuticamente aceptables de los mismos, que son inhibidores de proteasas, particularmente de cisteína- y serina-proteasas, y por lo tanto son utiles en el tratamiento de enfermedades en las cuales están implicadas dichas proteasas, especialmente trastornos de pérdida excesiva de hueso o cartílago. Dichos compuestos de 4-amino-azepan-3-ona tienen la formula (1), en la que: R1 se selecciona del grupo constituido por las formulas (2), (3) y (4); R2 se selecciona del grupo constituido por alquilo C1-6, Ar-alquilo C0-6, Het-alquilo C0-6, R9C(O)-, R9C(S)-, R9SO2-, R9R11NC(O)-, y R9SO2R11NC(O)-; R3 es alquilo C1-6; R4 es R5C(O)-; R5 es Het-alquilo C0-6; R9 se selecciona del grupo constituido por alquilo C1-6, cicloalquil C3-6-alquilo C0-6, Ar-alquilo C0-6 y Het-alquilo C0-6; R11 se selecciona del grupo constituido por H, alquilo C1-6, Ar-alquilo C0-6, y Het-alquilo C0-6; R' es H; R'' es H; R''' es H; R'''' se selecciona del grupo constituido por alquilo C1-6, cicloalquil C3-6-alquilo C0-6, alquenilo C2-6, alquinilo C2-6, Het-alquilo C0-6, y Ar-alquilo C0-6; n es un numero entero de 1 a 5. Además, se dan a conocer: composiciones farmacéuticas que comprenden dichos compuestos, intermediarios utiles en la síntesis de tales compuestos, un procedimiento para la síntesis de dichos compuestos, y el uso de tales compuestos en la fabricacion de medicamentos.Compounds of 4-amino-azepan-3-one and pharmaceutically acceptable salts, hydrates and solvates thereof, which are protease inhibitors, particularly cysteine- and serine proteases, and are therefore useful in the treatment of diseases in which are said proteases, especially disorders of excessive loss of bone or cartilage. Said 4-amino-azepan-3-one compounds have the formula (1), in which: R1 is selected from the group consisting of formulas (2), (3) and (4); R2 is selected from the group consisting of C1-6 alkyl, Ar-C0-6 alkyl, Het-C0-6 alkyl, R9C (O) -, R9C (S) -, R9SO2-, R9R11NC (O) -, and R9SO2R11NC ( OR)-; R3 is C1-6 alkyl; R4 is R5C (O) -; R5 is Het-C0-6 alkyl; R9 is selected from the group consisting of C1-6 alkyl, C3-6 cycloalkyl-C0-6 alkyl, Ar-C0-6 alkyl and Het-C0-6 alkyl; R11 is selected from the group consisting of H, C1-6 alkyl, Ar-C0-6 alkyl, and Het-C0-6 alkyl; R 'is H; R '' is H; R '' 'is H; R '' '' is selected from the group consisting of C1-6 alkyl, C3-6 cycloalkyl-C0-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, Het-C0-6 alkyl, and Ar-C0-6 alkyl ; n is an integer from 1 to 5. In addition, pharmaceutical compositions comprising said compounds, intermediates useful in the synthesis of such compounds, a process for the synthesis of said compounds, and the use of such compounds in the composition are disclosed. Drug manufacturing.

ARP010102840A 2000-06-14 2001-06-14 COMPOUNDS OF 4-AMINO-AZEPAN-3-ONA, PHARMACEUTICAL COMPOSITIONS THAT INCLUDE THEM, USEFUL INTERMEDIARIES IN THE SYNTHESIS OF SUCH COMPOUNDS, PROCEDURE FOR THE SYNTHESIS OF SUCH COMPOUNDS, AND USE OF SUCH COMPOUNDS IN THE MANUFACTURE OF MEDICINES AR032622A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US59384500A 2000-06-14 2000-06-14

Publications (1)

Publication Number Publication Date
AR032622A1 true AR032622A1 (en) 2003-11-19

Family

ID=24376433

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP010102840A AR032622A1 (en) 2000-06-14 2001-06-14 COMPOUNDS OF 4-AMINO-AZEPAN-3-ONA, PHARMACEUTICAL COMPOSITIONS THAT INCLUDE THEM, USEFUL INTERMEDIARIES IN THE SYNTHESIS OF SUCH COMPOUNDS, PROCEDURE FOR THE SYNTHESIS OF SUCH COMPOUNDS, AND USE OF SUCH COMPOUNDS IN THE MANUFACTURE OF MEDICINES

Country Status (25)

Country Link
EP (1) EP1307204A4 (en)
JP (1) JP2004503502A (en)
KR (1) KR20030008220A (en)
CN (1) CN1444481A (en)
AP (1) AP2002002671A0 (en)
AR (1) AR032622A1 (en)
AU (1) AU2001268407A1 (en)
BG (1) BG107327A (en)
BR (1) BR0111693A (en)
CA (1) CA2412353A1 (en)
CZ (1) CZ20024086A3 (en)
EA (1) EA200300018A1 (en)
EC (1) ECSP024388A (en)
HU (1) HUP0301231A2 (en)
IL (1) IL153421A0 (en)
MA (1) MA25758A1 (en)
MX (1) MXPA02012442A (en)
NO (1) NO20025786L (en)
NZ (1) NZ522965A (en)
OA (1) OA12288A (en)
PE (1) PE20011374A1 (en)
PL (1) PL360508A1 (en)
SK (1) SK17592002A3 (en)
WO (1) WO2001095911A1 (en)
ZA (1) ZA200209808B (en)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001034158A1 (en) * 1999-11-10 2001-05-17 Smithkline Beecham Corporation Protease inhibitors
WO2001034159A1 (en) * 1999-11-10 2001-05-17 Smithkline Beecham Corporation Protease inhibitors
PL366232A1 (en) * 2000-11-22 2005-01-24 Smithkline Beecham Corporation Protease inhibitors
US7709510B2 (en) 2001-02-20 2010-05-04 Chugai Seiyaku Kabushiki Kaisha Azoles as malonyl-CoA decarboxylase inhibitors useful as metabolic modulators
PL204456B1 (en) 2001-02-20 2010-01-29 Chugai Pharmaceutical Co Ltd Azoles as malonyl-coa decarboxylase inhibitors useful as metabolic modulators
AU2002342682A1 (en) * 2001-05-17 2002-11-25 Smithkline Beecham Corporation Protease inhibitors
ES2309563T3 (en) 2003-08-01 2008-12-16 Chugai Seiyaku Kabushiki Kaisha PIPERIDINE COMPOUNDS USED AS INHIBITORS FROM MALONIL COENZIMA TO DESCARBOXYLASE.
JP4727578B2 (en) 2003-08-01 2011-07-20 中外製薬株式会社 Heterocyclic compounds useful as malonyl-CoA decarboxylase inhibitors
ES2378418T3 (en) 2003-08-01 2012-04-12 Chugai Seiyaku Kabushiki Kaisha Cyanoguanidine-based azol compounds useful as malonyl-coadescarboxylase inhibitors
EP2240491B1 (en) 2008-01-09 2015-07-15 Amura Therapeutics Limited TETRAHYDROFURO(2,3-b)PYRROL-3-ONE DERIVATIVES AS INHIBITORS OF CYSTEINE PROTEINASES
CN103275070A (en) * 2013-05-10 2013-09-04 郑彪 Tetracyclic compound for adjusting proliferation of mononuclear cells and application of tetracyclic compound
US9427441B2 (en) 2014-02-19 2016-08-30 Indiana University Research And Technology Corporation Targeting primary cilia to treat glaucoma

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DZ2285A1 (en) * 1996-08-08 2002-12-25 Smithkline Beecham Corp Cysteine protease inhibitors.
BR9916488A (en) * 1998-12-23 2001-10-09 Smithkline Beecham Corp Protease inhibitors
WO2001034565A2 (en) * 1999-11-10 2001-05-17 Smithkline Beecham Corporation Protease inhibitors
WO2001034158A1 (en) * 1999-11-10 2001-05-17 Smithkline Beecham Corporation Protease inhibitors
JP2004509083A (en) * 2000-09-01 2004-03-25 スミスクライン・ビーチャム・コーポレイション Method of treatment
PL366232A1 (en) * 2000-11-22 2005-01-24 Smithkline Beecham Corporation Protease inhibitors
AU2002342682A1 (en) * 2001-05-17 2002-11-25 Smithkline Beecham Corporation Protease inhibitors

Also Published As

Publication number Publication date
NO20025786L (en) 2003-02-12
ECSP024388A (en) 2003-02-06
OA12288A (en) 2003-12-12
ZA200209808B (en) 2004-07-09
EA200300018A1 (en) 2003-06-26
JP2004503502A (en) 2004-02-05
MA25758A1 (en) 2003-04-01
NO20025786D0 (en) 2002-12-02
EP1307204A4 (en) 2004-06-02
PL360508A1 (en) 2004-09-06
PE20011374A1 (en) 2002-04-07
WO2001095911A1 (en) 2001-12-20
NZ522965A (en) 2004-06-25
HUP0301231A2 (en) 2003-08-28
AU2001268407A1 (en) 2001-12-24
CZ20024086A3 (en) 2003-05-14
BG107327A (en) 2003-07-31
IL153421A0 (en) 2003-07-06
AP2002002671A0 (en) 2002-12-31
KR20030008220A (en) 2003-01-24
BR0111693A (en) 2004-04-06
EP1307204A1 (en) 2003-05-07
SK17592002A3 (en) 2003-05-02
MXPA02012442A (en) 2003-04-25
CA2412353A1 (en) 2001-12-20
CN1444481A (en) 2003-09-24

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